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Merck
CN

P0064

Sigma-Aldrich

PalGly

≥98% (HPLC), solid

Synonym(s):

N-(1-Oxohexadecyl)glycine, N-Hexadecanoylglycine, Hexadecanoylaminoacetic acid, N-palmitoyl glycine

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About This Item

Empirical Formula (Hill Notation):
C18H35NO3
CAS Number:
2441-41-0
Molecular Weight:
313.48
MDL number:
MFCD00153471
UNSPSC Code:
12352200
PubChem Substance ID:
329820003
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

O=C(CCCCCCCCCCCCCCC)NCC(O)=O

InChI

1S/C18H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22/h2-16H2,1H3,(H,19,20)(H,21,22)

InChI key

KVTFEOAKFFQCCX-UHFFFAOYSA-N

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Biochem/physiol Actions

PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production.
PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production. PalGly inhibits heat-evoked firing of wide dynamic range (WDR) neurons, activates calcium influx in DRG cells and stimulates NO production. Preliminary studies suggest its signaling mechanism involves GPCR-mediated cation channel activation and a Gαi/o-coupled signaling pathway, which is being further investigated.

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
098K4604V
0000139847
0000063440
0000134955
0000134956

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Conformational dynamics of substrate in the active site of cytochrome P450 BM-3/NPG complex: insights from NMR order parameters.
Krishna Pratap Ravindranathan et al.
Journal of the American Chemical Society, 129(3), 474-475 (2007-01-18)
Heather B Bradshaw et al.
Life sciences, 92(8-9), 404-409 (2012-11-28)
Transient receptor potential channels (TRPs) form a large family of ubiquitous non-selective cation channels that function as cellular sensors and in many cases regulate intracellular calcium. Identification of the endogenous ligands that activate these TRP receptors is still under intense
Massimo Maffei et al.
Plant physiology, 134(4), 1752-1762 (2004-03-31)
Membrane potentials (V(m)) and intracellular calcium variations were studied in Lima bean (Phaseolus lunatus) leaves when the Mediterranean climbing cutworm (Spodoptera littoralis) was attacking the plants. In addition to the effect of the feeding insect the impact of several N-acyl
Puneet K Chowdhary et al.
Journal of biotechnology, 135(4), 374-376 (2008-07-01)
Quorum sensing is the process by which bacteria alter gene regulation in response to their population density. The enzymatic inactivation of quorum signals has shown promise for use in genetically modified organisms resistant to pathogens. We recently characterized the ability
Sibylle Brenner et al.
The journal of physical chemistry. B, 111(27), 7879-7886 (2007-06-19)
The ferric spin state equilibrium of the heme iron was analyzed in wild-type cytochrome P450 BM3 and its F87G mutant by using temperature (T)-jump relaxation spectroscopy in combination with static equilibrium experiments. No relaxation process was measurable in the substrate-free
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